| First Team Matches | Second Team Matches | Youth Team Matches | League debuts | Associated with both clubs | Transfers | Ladies | Programmes |
| Seasons | Competition | Date | Venue | Results | Wolves Manager | Aston Villa Manager | |
| 1896/97 | Football League (1) | 26 December 1896 | Molineux | L | 1-2 | Jack Addenbrooke | George Ramsey |
| 1896/97 | Football League (1) | 19 April 1897 | Aston Lower Grounds | L | 0-5 | Jack Addenbrooke | George Ramsey |
| 1897/98 | Football League (1) | 27 December 1897 | Molineux | D | 1-1 | Jack Addenbrooke | George Ramsey |
| 1897/98 | Birmingham Cup | 19 February 1998 | Aston Lower Grounds | W | 5-0 | Jack Addenbrooke | George Ramsey |
| 1897/98 | Football League (1) | 11 April 1898 | Aston Lower Grounds | W | 2-1 | Jack Addenbrooke | George Ramsey |
| 1898/99 | Birmingham Charity Cup | 26 September 1998 | Aston Lower Grounds | L | 1-4 | Jack Addenbrooke | George Ramsey |
| 1898/99 | Friendly | 3 October 1898 | Molineux | L | 1-2 | Jack Addenbrooke | George Ramsey |
| 1898/99 | Football League (1) | 10 December 1898 | Aston Lower Grounds | D | 1-1 | Jack Addenbrooke | George Ramsey |
| 1898/99 | Birmingham Cup | 6 March 1899 | Molineux | L | 1-2 | Jack Addenbrooke | George Ramsey |
| 1898/99 | Football League (1) | 3 April 1899 | Molineux | W | 4-0 | Jack Addenbrooke | George Ramsey |
| 1899/00 | Friendly | 11 September 1899 | Aston Lower Grounds | D | 2-2 | Jack Addenbrooke | George Ramsey |
| 1899/00 | Football League (1) | 11 November 1899 | Aston Lower Grounds | D | 0-0 | Jack Addenbrooke | George Ramsey |
| 1899/00 | Birmingham Cup | 12 March 1900 | Molineux | W | 4-1 | Jack Addenbrooke | George Ramsey |
| 1899/00 | Football League (1) | 16 April 1900 | Molineux | L | 0-1 | Jack Addenbrooke | George Ramsey |
| 1900/01 | Birmingham Cup | 24 September 1900 | Aston Lower Grounds | L | 1-6 | Jack Addenbrooke | George Ramsey |
| 1900/01 | Football League (1) | 27 October 1900 | Aston Lower Grounds | D | 0-0 | Jack Addenbrooke | George Ramsey |
| 1900/01 | Friendly | 3 November 1900 | Aston Lower Grounds | L | 0-5 | Jack Addenbrooke | George Ramsey |
| 1900/01 | Football League (1) | 8 April 1901 | Molineux | D | 0-0 | Jack Addenbrooke | George Ramsey |
| 1901/02 | Friendly | 16 September 1901 | Molineux | L | 0-3 | Jack Addenbrooke | George Ramsey |
| 1901/02 | Birmingham Charity Cup | 21 October 1901 | Aston Lower Grounds | L | 2-6 | Jack Addenbrooke | George Ramsey |
| 1901/02 | Football League (1) | 23 November 1901 | Aston Lower Grounds | L | 1-2 | Jack Addenbrooke | George Ramsey |
| 1901/02 | Football League (1) | 22 March 1902 | Molineux | L | 0-2 | Jack Addenbrooke | George Ramsey |
| 1901/02 | Birmingham Cup | 7 April 1902 | Hawthorns (West Brom) | W | 1-0 | Jack Addenbrooke | George Ramsey |
| 1902/03 | Birmingham Charity Cup | 22 September 1902 | Molineux | W | 2-1 | Jack Addenbrooke | George Ramsey |
| 1902/03 | Football League (1) | 6 December 1902 | Molineux | W | 2-1 | Jack Addenbrooke | George Ramsey |
| 1902/03 | Football League (1) | 4 April 1903 | Aston Lower Grounds | L | 1-3 | Jack Addenbrooke | George Ramsey |
| 1902/03 | Friendly | 20 April 1903 | Dudley | D | 1-1 | Jack Addenbrooke | George Ramsey |
| 1903/04 | Friendly | 7 September 1903 | Aston Lower Grounds | L | 0-4 | Jack Addenbrooke | George Ramsey |
| 1903/04 | Birmingham Charity Cup | 21 September 1903 | Aston Lower Grounds | L | 3-4 | Jack Addenbrooke | George Ramsey |
| 1903/04 | Staffordshire Cup | 5 October 1903 | Molineux | W | 3-1 | Jack Addenbrooke | George Ramsey |
| 1903/04 | Football League (1) | 14 November 1903 | Aston Lower Grounds | L | 0-2 | Jack Addenbrooke | George Ramsey |
| 1903/04 | Birmingham Cup | 7 December 1903 | Hawthorns (West Brom) | L | 1-3 | Jack Addenbrooke | George Ramsey |
| 1903/04 | Football League (1) | 12 March 1904 | Molineux | W | 3-2 | Jack Addenbrooke | George Ramsey |
| 1903/04 | Friendly | 11 April 1904 | Molineux | D | 1-1 | Jack Addenbrooke | George Ramsey |
| 1904/05 | Football League (1) | 17 December 1904 | Molineux | D | 1-1 | Jack Addenbrooke | George Ramsey |
| 1904/05 | Football League (1) | 27 April 1905 | Aston Lower Grounds | L | 0-3 | Jack Addenbrooke | George Ramsey |
| 1905/06 | Birmingham Charity Cup | 18 September 1905 | Aston Lower Grounds | L | 1-6 | Jack Addenbrooke | George Ramsey |
| 1905/06 | Football League (1) | 25 November 1905 | Aston Lower Grounds | L | 0-6 | Jack Addenbrooke | George Ramsey |
| 1905/06 | Football League (1) | 31 March 1906 | Molineux | W | 4-2 | Jack Addenbrooke | George Ramsey |
| 1918/19 | War Competition | 5 April 1919 | Molineux | D | 1-1 | Jack Addenbrooke | George Ramsey |
| 1918/19 | War Competition | 12 April 1919 | Villa Park | W | 5-2 | Jack Addenbrooke | George Ramsey |
| 1929/30 | Friendly | 10 May 1930 | Villa Park | L | 1-5 | Major Frank Buckley | WJ Smith |
| 1931/32 | Friendly | 16 May 1932 | Villa Park | L | 1-2 | Major Frank Buckley | WJ Smith |
| 1932/33 | Football League (1) | 25 December 1932 | Villa Park | W | 3-1 | Major Frank Buckley | WJ Smith |
| 1932/33 | Football League (1) | 27 December 1932 | Molineux | L | 2-4 | Major Frank Buckley | WJ Smith |
| 1933/34 | Football League (1) | 25 December 1933 | Villa Park | L | 2-6 | Major Frank Buckley | WJ Smith |
| 1933/34 | Football League (1) | 26 December 1933 | Molineux | W | 4-3 | Major Frank Buckley | WJ Smith |
| 1934/35 | Football League (1) | 27 August 1934 | Villa Park | L | 1-2 | Major Frank Buckley | Jimmy McMullen |
| 1934/35 | Football League (1) | 3 September 1934 | Molineux | W | 5-2 | Major Frank Buckley | Jimmy McMullen |
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